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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:05 UTC
Update Date2019-07-23 06:10:46 UTC
HMDB IDHMDB0032306
Secondary Accession Numbers
  • HMDB32306
Metabolite Identification
Common NameDiethyl oxalpropionate
DescriptionDiethyl oxalpropionate, also known as methyloxalacetic acid diethyl ester or diethyl methyloxalacetate, is a member of the class of compounds known as beta-keto acids and derivatives. These compounds are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom. Diethyl oxalpropionate is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Within the cell, diethyl oxalpropionate is primarily located in the cytoplasm.
Structure
Data?1563862246
Synonyms
ValueSource
Diethyl 2-methyloxosuccinateChEBI
Diethyl 3-methyl-2-oxosuccinateChEBI
Diethyl methyloxobutanedioateChEBI
Ethyl alpha-ethoxalylpropionateChEBI
Butanedioic acid, 2-methyl-3-oxo-, 1,4-diethyl esterKegg
Diethyl 2-methyloxosuccinic acidGenerator
Diethyl 3-methyl-2-oxosuccinic acidGenerator
Diethyl methyloxobutanedioic acidGenerator
Ethyl a-ethoxalylpropionateGenerator
Ethyl a-ethoxalylpropionic acidGenerator
Ethyl alpha-ethoxalylpropionic acidGenerator
Ethyl α-ethoxalylpropionateGenerator
Ethyl α-ethoxalylpropionic acidGenerator
Butanedioate, 2-methyl-3-oxo-, 1,4-diethyl esterGenerator
Diethyl oxalpropionic acidGenerator
Butanedioic acid, 2-methyl-3-oxo-, diethyl esterHMDB
Butanedioic acid, methyloxo-, diethyl esterHMDB
Diethyl 2-methyl-3-oxobutanedioateHMDB
Diethyl 2-methyl-3-oxosuccinateHMDB
DIETHYL-2-methyl-3-oxosuccinATEHMDB
Methyloxalacetic acid diethyl esterHMDB
Oxalacetic acid, methyl-, diethyl esterHMDB
Oxalacetic acid, methyl-, diethyl ester (8ci)HMDB
Propanoic acid, 2-(ethoxyoxoacetyl)-, ethyl esterHMDB
Diethyl oxalpropionateChEBI
Diethyl 2-methyl-3-oxosuccinic acidGenerator
Chemical FormulaC9H14O5
Average Molecular Weight202.2045
Monoisotopic Molecular Weight202.084123558
IUPAC Name1,4-diethyl 2-methyl-3-oxobutanedioate
Traditional Namediethyl oxalpropionate
CAS Registry Number759-65-9
SMILES
CCOC(=O)C(C)C(=O)C(=O)OCC
InChI Identifier
InChI=1S/C9H14O5/c1-4-13-8(11)6(3)7(10)9(12)14-5-2/h6H,4-5H2,1-3H3
InChI KeyOQOCQBJWOCRPQY-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassBeta-keto acids and derivatives
Direct ParentBeta-keto acids and derivatives
Alternative Parents
Substituents
  • Fatty acid ester
  • Beta-keto acid
  • Fatty acyl
  • 1,3-dicarbonyl compound
  • Dicarboxylic acid or derivatives
  • Alpha-keto acid
  • Ketone
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.46 g/LALOGPS
logP1.19ALOGPS
logP1.74ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)9.53ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area69.67 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity47.94 m³·mol⁻¹ChemAxon
Polarizability20.09 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9600000000-0672d3e66387b6dcadefJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1950000000-17d420113bb5e1a37804JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zi0-9500000000-e6bd7966384369c20eb7JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9100000000-53dd7441fb9f51ef2c29JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1950000000-173e7d7c502ace685ba0JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pc0-9810000000-adee4c2739d46e5960d7JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4j-9100000000-07e697bfa3dc26938994JSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB009550
KNApSAcK IDNot Available
Chemspider ID88226
KEGG Compound IDC04067
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound97750
PDB IDNot Available
ChEBI ID16879
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available